(S)-2-((2-amino-6-oxo-1H-purin-9(6H)-yl)methoxy)ethyl 2-((S)-1-((S)-2-amino-3-methylbutanoyl)pyrrolidine-2-carboxamido)-3-methylbutanoate

ID: ALA3087449

Chembl Id: CHEMBL3087449

PubChem CID: 136237962

Max Phase: Preclinical

Molecular Formula: C23H36N8O6

Molecular Weight: 520.59

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](N)C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)OCCOCn1cnc2c(=O)[nH]c(N)nc21)C(C)C

Standard InChI:  InChI=1S/C23H36N8O6/c1-12(2)15(24)21(34)31-7-5-6-14(31)19(32)27-16(13(3)4)22(35)37-9-8-36-11-30-10-26-17-18(30)28-23(25)29-20(17)33/h10,12-16H,5-9,11,24H2,1-4H3,(H,27,32)(H3,25,28,29,33)/t14-,15-,16-/m0/s1

Standard InChI Key:  WTYZEBAONRLEHC-JYJNAYRXSA-N

Alternative Forms

1. Parent:

   

   ALA3087449

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 520.59

Molecular Weight (Monoisotopic): 520.2758

AlogP: -0.67

#Rotatable Bonds: 11

Polar Surface Area: 200.55

Molecular Species: NEUTRAL

HBA: 11

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.15

CX Basic pKa: 8.20

CX LogP: -0.58

CX LogD: -1.36

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.22

Np Likeness Score: -0.49

References

1. Diez-Torrubia A, Cabrera S, de Castro S, García-Aparicio C, Mulder G, De Meester I, Camarasa MJ, Balzarini J, Velázquez S..  (2013)  Novel water-soluble prodrugs of acyclovir cleavable by the dipeptidyl-peptidase IV (DPP IV/CD26) enzyme.,  70  [PMID:24185376] [10.1016/j.ejmech.2013.10.001]

Source

Source(1):

• Scientific Literature